Asymmetric Michael/cyclization cascade reaction of 3-isothiocyanato oxindoles and 3-nitroindoles with amino-thiocarbamate catalysts: enantioselective synthesis of polycyclic spirooxindoles.

@article{Zhao2015AsymmetricMC,
  title={Asymmetric Michael/cyclization cascade reaction of 3-isothiocyanato oxindoles and 3-nitroindoles with amino-thiocarbamate catalysts: enantioselective synthesis of polycyclic spirooxindoles.},
  author={Jian-Qiang Zhao and Ming-Qiang Zhou and Zhi-jun Wu and Zhen-hua Wang and Deng-Feng Yue and Xiao-ying Xu and Xiao-mei Zhang and Weicheng Yuan},
  journal={Organic letters},
  year={2015},
  volume={17 9},
  pages={
          2238-41
        }
}
An unprecedented organocatalytic asymmetric Michael/cyclization cascade reaction of 3-isothiocyanato oxindoles and 3-nitroindoles has been disclosed. A wide range of enantioenriched polycyclic spirooxindoles, containing three contiguous chiral centers with two of them having quaternary stereocenters, could be smoothly obtained with satisfactory results (up to 99% yield, >99:1 dr, and 96% ee). This method is very promising because the reaction is scalable, and the versatile transformations of… CONTINUE READING
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